AI and Other Strange Design Materials with Matt Webb

Matt Webb doesn’t just talk about emerging technologies—he builds with them, lives with them, and prototypes the futures they might bring. In this episode, Lou Rosenfeld talks with Webb—designer, technologist, and featured speaker at the upcoming Designing with AI 2025 conference—about how GenAI represents a kind of temporal leap: a sudden arrival of capabilities that feel like they should've taken another decade to develop. Matt shares how he explores "weak signals"—small, often personal experiments or observations that hint at larger shifts to come. From building an early website with GPT-3 to creating an app that tracks the black hole at the center of the Milky Way, Matt explains how play, laziness, and curiosity drive his invention process. He also touches on how GenAI changes our relationship to search, learning, and even design itself—pushing us into a world where conversations with information replace traditional retrieval methods. The discussion spans adaptive design, epistemic journeys, and the potential for everyone to become a maker of tools, apps, and meaning.